Top Tech Jobs & Startup Jobs in Chicago, IL

Design realistic, multi-step business operations benchmark tasks for evaluating AI systems. Responsibilities include creating workflows, reports, process documentation, spreadsheets, reference materials, and objective grading criteria. Candidates must identify ambiguous or ungradable tasks and deliver approved work on schedule. The role requires substantial hands-on operations experience, structured standards such as SOPs or QA checklists, strong Excel skills, and strong written and spoken English.

Sells and services General Motors Insurance policies through consultative quoting, sales, policy changes, billing support, renewals, and endorsements. Resolves customer complaints, provides multichannel support, follows up on customer requests, analyzes service data, and collaborates with internal teams to improve retention and loyalty. The role requires bilingual English and Spanish communication, a property and casualty or personal lines license, and strong customer service and problem-solving skills.

Own the full sales cycle for Tapcheck’s on-demand pay solution across mid-market employers. Responsibilities include prospecting net-new accounts, developing sales plans, conducting product demonstrations, building relationships with decision-makers, negotiating and closing agreements, managing pipeline, and partnering cross-functionally with Marketing, Product, and Customer Success.

Product Manager responsible for Transfer Agency and Issuer Services products. Defines and prioritizes requirements, scopes data integrations, writes specifications and user stories, coordinates Engineering delivery, manages UAT and QA, prioritizes operational and compliance backlogs, maintains documentation, analyzes operational data, and supports cross-functional launches for tokenized funds and assets.

The Application Engineer will develop agent-based automation for engineering workflows, integrate agents into systems, and work closely with customers to enhance product capabilities.

Lead regional sales strategy and coach a high-performing sales team while developing strategic customer relationships and driving profitable revenue, margin, market share, pipeline, and retention growth. Manage forecasts, budgets, pricing, and commercial performance, identify new opportunities, and collaborate with Product Management, Operations, Supply Chain, Finance, Marketing, and Commercial Operations.

Architect and build high-scale backend systems for payments, fraud detection, compliance, and user management. Lead cross-domain architecture decisions, optimize distributed microservices for reliability and performance, mentor engineers, establish engineering standards, and collaborate with product and compliance teams. The role requires expertise in Python, databases, cloud infrastructure, distributed systems, event-driven architectures, system design, and financial integrations.

Lead Power Platform modernization by designing Dataverse schemas, Power Automate flows, security models, integrations, and code apps. Reverse-engineer exported legacy systems, replicate verified behavior, troubleshoot platform behavior through API tooling and live testing, and document divergences and requirements traceability. Mentor developers, review implementations, manage cross-environment integrations, and implement identity provisioning, service-account patterns, and privilege scoping.

Creates social-first written, visual, and video content that strengthens Rimini Street’s brand and engages B2B technology audiences. Responsibilities include concept development, copywriting, graphic design, short-form video scripting and editing, content repurposing, event storytelling, cross-functional collaboration, performance analysis, and use of AI tools. The role translates complex technology topics into accessible digital stories across social platforms and campaigns.

Generates revenue by developing full-service marketing plans, identifying client needs and budgets, promoting additional services, and closing sales. Builds client relationships, responds to leads, provides marketing recommendations, coordinates timelines and specifications, collaborates with creative and account teams, resolves client issues, and delivers customer service while meeting sales goals.